Amino-sugar Nucleosides and Related Compounds

Syntheses of nucleosides containing amino-sugars either utilize preformed amino- or azido-sugars in reaction with heterocyclic bases, or modify preformed nucleosides. 

Syntheses involving standard condensation procedures for heterocyclic bases with amino-sugar derivatives have included the preparation of 2 -azido-, 3 -azido-2 ,5 -diazido-, and 3, 5-diazido-derivatives of arabino-nnAinc, 3 -amino-3-deoxy-adenosine, -uridine, and -cytidine 5-phosphates, 2, 3-bis(2-chloroethyl)-aminophosphoryl-3-amino-3-deoxyadenosine (which has anti-tumour activity), 3-A -methyl-A -nitrosoureido-3-deoxy-adenosine and the corresponding 5-substituted isomer, and 2 -azido-2-deoxy- and 2-amino-2-deoxy-D-arabinofuranosyl- 

Sato and R. Noyori, Nucleic Acid Res. Symp. 6th, Spec. Publ., 1978, 5, 257 (Chem. Abs., 1979, 90, 121 932x). 

Catalytic reduction of the 3 -azido-3 -deoxy-2-O-mesyl derivative prepared from 2 ,3Wnhydro-adenosine yielded an 2 ,3 -aziridine of inverted (lyxo) con- 

Nakamizo, and T. Hirata, Chem. Pharm. Bull., 1979, 27, 821. 

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